Structure Database (LMSD)

Common Name
Melonosin B
Systematic Name
N-(26-hydroxy-11,16-dioxo-2S-methoxy-5Z-hexacosenoyl)-tyramine
Synonyms
  • (Z,2S)-26-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]-2-methoxy-11,16-dioxohexacos-5-enamide
LM ID
LMFA08020397
Formula
C35H57NO6
Exact Mass
Calculate m/z
587.418589
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]
Methoxy fatty acids [FA0108]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Myxilla (#118320)
Demospongiae (#6042)
Toporosides A and B, Cyclopentenyl-Containing ω-Glycosylated Fatty Acid Amides, and Toporosides C and D from the Northwestern Pacific Marine Sponge Stelodoryx toporoki.,
J Nat Prod, 2022
Pubmed ID: 35377646

String Representations

InChiKey (Click to copy)
JSMJTPOZTBENPS-ISJOXRKBSA-N
InChi (Click to copy)
InChI=1S/C35H57NO6/c1-42-34(35(41)36-28-27-30-23-25-33(40)26-24-30)22-14-10-6-5-9-13-19-32(39)21-16-15-20-31(38)18-12-8-4-2-3-7-11-17-29-37/h6,10,23-26,34,37,40H,2-5,7-9,11-22,27-29H2,1H3,(H,36,41)/b10-6-/t34-/m0/s1
SMILES (Click to copy)
N(C(=O)[C@H](CC/C=C\CCCCC(CCCCC(CCCCCCCCCCO)=O)=O)OC)CCC1=CC=C(O)C=C1

Other Databases

PubChem CID
155526604

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 1
Aromatic Rings 1
Rotatable Bonds 28
Van der Waals Molecular Volume 636.06
Topological Polar Surface Area 112.93
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 8.02
Molar Refractivity 171.07

Admin

Created at
21st Apr 2022
Updated at
21st Apr 2022